Did you ever get someone who was a long shot to have sex with you ?

[whynotjustsayit]

I'm talking about convincing or seducing someone to engage in any kind of sexual activity with you who was any of the following:

(1) Not interested in you at all
(2) Not attracted to you whatsoever (intially)
(3) Maybe way out of your league (or at least you thought so)
(4) May have disliked or even hated you
(5) Big age difference between you both


What did you do that finally broke down this person's resistance ? And how did things go ?

 

[Mercury_Maniac]

nevermind

 

[bcbigbadwolf]

3 and 5 = Same person. 10 years older and beautiful beyond words. Guessing out of my league for sure.

Think I worked my charm on them and it was so very hot. Never happened again, even though I would love for it to.

 

[bobbyishere]

.....

 

[whynotjustsayit]

Thanks, guys, for your answers.


bobbyishere, do you know what you did that worked to get them into bed with you ?

 

[twentywhales]

1 2 3, nothing has happened, but, they've offered in the future, maybe one day, that in itself is a massive shock to me.

 

[whynotjustsayit]

1 2 3, nothing has happened, but, they've offered in the future, maybe one day, that in itself is a massive shock to me.

3 different women ?

Shocking ? Why ?

 

[twentywhales]

3 different women ?

Shocking ? Why ?

I meant the 1, 2 and 3 as listed at the top of the thread And because I've never been someone to attract people.

 

[whynotjustsayit]

I meant the 1, 2 and 3 as listed at the top of the thread And because I've never been someone to attract people.

Ah, okay ! Gotcha.

 

[ChattyAnnie]

I'm talking about convincing or seducing someone to engage in any kind of sexual activity with you who was any of the following:

(1) Not interested in you at all
(2) Not attracted to you whatsoever (intially)
(3) Maybe way out of your league (or at least you thought so)
(4) May have disliked or even hated you
(5) Big age difference between you both


What did you do that finally broke down this person's resistance ? And how did things go ?

I had this really hot looking professor in college that was maybe 40 - about twice my age. He was married so out of my league in many ways. I was very attracted to him sexually and used to tease him and flirt with him a lot when I went to see him in his office. One day he offered me a ride back to the apartment. My roommate was out. We ended up in bed. After that we would get together a few times each week until he finally broke it off.

 

[whynotjustsayit]

I had this really hot looking professor in college that was maybe 40 - about twice my age. He was married so out of my league in many ways. I was very attracted to him sexually and used to tease him and flirt with him a lot when I went to see him in his office. One day he offered me a ride back to the apartment. My roommate was out. We ended up in bed. After that we would get together a few times each week until he finally broke it off.

Huh !

Thanks for sharing.

 

[UrbanBohemian]

Yeah, and I was surprised it happened. She was way out of my league but we went to a party in high school and she asked me to go into one of the bedrooms with her. She got permission from the person throwing the party. Everyone I've ever been with has at least been hot but by then I was more confident and was able to make things happen for myself. But that one I'm talking about was a total shock. I was a junior in high school and not very experienced. I found out she told a friend of mine earlier that night about me "I don't know, I just really want to fuck him" so she'd wanted me for a while. Don't know why but she did. What's especially surprising is she was my sister's friend and my sister is a horrible person who I can't imagine has anything good to say about be because she doesn't have anything good to say about anyone. So either she thought I was a "bad boy" or something or she just ignored it.

My sister would get so mad when I'd get involved with one of her friends. She got possessive. Eventually they all just stopped speaking to her. Kind of sad but she's married now so I hope she's at least not miserable anymore.

 

[whynotjustsayit]

Yeah, and I was surprised it happened. She was way out of my league but we went to a party in high school and she asked me to go into one of the bedrooms with her. She got permission from the person throwing the party. Everyone I've ever been with has at least been hot but by then I was more confident and was able to make things happen for myself. But that one I'm talking about was a total shock. I was a junior in high school and not very experienced. I found out she told a friend of mine earlier that night about me "I don't know, I just really want to fuck him" so she'd wanted me for a while. Don't know why but she did. What's especially surprising is she was my sister's friend and my sister is a horrible person who I can't imagine has anything good to say about be because she doesn't have anything good to say about anyone. So either she thought I was a "bad boy" or something or she just ignored it.

My sister would get so mad when I'd get involved with one of her friends. She got possessive. Eventually they all just stopped speaking to her. Kind of sad but she's married now so I hope she's at least not miserable anymore.

Cool, thanks for sharing your story. So was she the first "hot" one you were with ?

 

[Swgopro]

Closest was actually Mrs. S. We dated and slept together for a bit before breaking up. I wasn't ready for the emotions that she brought out in me...too immature and not ready to be mature. We hung out together couple times with mutual friends and she was civil towards each other. I never thought I'd be in her panties again. Next thing I know, I'm bending in close to talk to her and I rub my slight stubble against her cheek. She was purring like a content kitten as we talked. We stayed like that for a while and eventually the conversation turned to sex with her saying she wanted me desperately, but she didn't think she should. The next think I know, she is laying naked underneath me as I slide in and out of her. Twenty years later I still bust out the cheek rub every once and awhile...still works.

 

[evest12]

sure have

was hanging out with these two girls when I was in college working at a posh restaurant, they were friends and they would flirt with me but never do more, the blonde had a bf so I would hang out with the other more....we were hanging out once, went back to my place smoked some weed and had some great sex, she spent the night....few months later I went to a concert with the other girl, we stayed at my parents house who were gone for the weekend...got back to my place, she started with an awesome blowjob, ended up with rug burn on her back....lol....

they both found out a few weeks later and got pissed at me....we still hung out though.....great time!!!

 

[whynotjustsayit]

Closest was actually Mrs. S. We dated and slept together for a bit before breaking up. I wasn't ready for the emotions that she brought out in me...too immature and not ready to be mature. We hung out together couple times with mutual friends and she was civil towards each other. I never thought I'd be in her panties again. Next thing I know, I'm bending in close to talk to her and I rub my slight stubble against her cheek. She was purring like a content kitten as we talked. We stayed like that for a while and eventually the conversation turned to sex with her saying she wanted me desperately, but she didn't think she should. The next think I know, she is laying naked underneath me as I slide in and out of her. Twenty years later I still bust out the cheek rub every once and awhile...still works.

Okay so I guess that fits under the category of big age difference between you both?

was hanging out with these two girls when I was in college working at a posh restaurant, they were friends and they would flirt with me but never do more, the blonde had a bf so I would hang out with the other more....we were hanging out once, went back to my place smoked some weed and had some great sex, she spent the night....few months later I went to a concert with the other girl, we stayed at my parents house who were gone for the weekend...got back to my place, she started with an awesome blowjob, ended up with rug burn on her back....lol....

they both found out a few weeks later and got pissed at me....we still hung out though.....great time!!!

Wondering how that story fits into this thread...? You thought it would be a long shot to get with either of them ? Why then ?

 

[Rachel_X]

When I first met my gf she hated me. We were always insulting each other and calling each other names.
I think it's fair to say she had zero interest in me.
I fancied her right from the start though and just went through with our back and forth of insults and threats until I won her over.
Now she's mine and will never escape! Muwahahaha!

 

[whynotjustsayit]

When I first met my gf she hated me. We were always insulting each other and calling each other names.
I think it's fair to say she had zero interest in me.
I fancied her right from the start though and just went through with our back and forth of insults and threats until I won her over.
Now she's mine and will never escape! Muwahahaha!

Hahahaha, VERY cool. Love this post...and your profile is awesome too !

 

[UrbanBohemian]

Cool, thanks for sharing your story. So was she the first "hot" one you were with ?

Sorry I missed this earlier. No, everyone I've ever been with has been attractive. She was the hottest one at the time though. A lot of guys wanted her. A lot. Of course since it happened at a party everyone knew about it so it caused some emotional distress, I'll put it like that.

 

[hotoldrguy]

never have

 

[saustin5432]

#5 I guess. I once slept with a 19 yo hottie when I was 35. She had flat out told me it would never happen, but given the right situation, I guess anything can happen.

 

[Misshotndeep]

Every guy like that I ever caught, I wished to give back shortly thereafter.

 

[Azuldrgon]

I'm talking about convincing or seducing someone to engage in any kind of sexual activity with you who was any of the following:

(1) Not interested in you at all
(2) Not attracted to you whatsoever (intially)
(3) Maybe way out of your league (or at least you thought so)
(4) May have disliked or even hated you
(5) Big age difference between you both


What did you do that finally broke down this person's resistance ? And how did things go ?

#4.
We became friends after some difficult times and she became my wife after some awesome premarital sex.

 

[AlwaysSoaked]

A guy in town. 27 to my 43. Played in s band, smoked weed, very different to me. It was fantastic but never again. Small town problems.

 

[Leigh81]

(5) Big age difference between you both

I ended up getting in trouble
But it was worth it & no regrets

L